Fairfield, CT Houses for Sale

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  /40

  $2,849,000

  • 4 Beds
  • 4.5 Baths
  • 3,530 Sq Ft

  800 Rowland Rd, Fairfield, CT 06824

  Enjoy life just 44 steps from a private beach path in this completely renovated coastal home, where every detail has been designed for year-round enjoyment. Featuring a sparkling pool, custom outdoor firepit, and spa with panoramic water and Penfield Lighthouse views, this property offers the ultimate blend of luxury and relaxation - all within walking distance to the heart of Fairfield's shops,

  Carrie Sakey Coldwell Banker Realty

  800 Rowland Rd, Fairfield, CT 06824
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  /36

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,591 Sq Ft

  24 Warsaw St, Fairfield, CT 06825

  Tucked at the end of a quiet cul-de-sac, 24 Warsaw Street offers a perfect blend of timeless design and modern updates-bright, inviting, and completely move-in ready. A spacious foyer sets the tone for airy interiors with 9-foot ceilings, gleaming hardwood floors, and an oversized living room centered around a gas fireplace. The eat-in kitchen is designed for both style and function, featuring

  Shoshana Snyder William Raveis Real Estate

  24 Warsaw St, Fairfield, CT 06825
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  /31

  $1,999,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  137 Millard St, Fairfield, CT 06824

  Stunning NEW construction the desirable Fairfield Beach neighborhood. This gorgeous home is crafted by premier 43 year Fairfield County builder. Premium materials, thoughtful design, and masterful workmanship are showcased throughout. Step inside to find a clean lined, open living space with 9' ceilings. The inviting living room, featuring a captivating 54" cool wall gas fireplace, seamlessly

  Katie O'Grady Compass Connecticut, LLC

  137 Millard St, Fairfield, CT 06824
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  /40

  $1,999,999

  • 5 Beds
  • 3 Baths
  • 4,106 Sq Ft

  215 Old Post Rd, Fairfield, CT 06824

  Old Post Road perfection! Step on to the gracious front porch and be swept away by timeless architecture, graceful design and superb finishes. Beautifully renovated home with so many improvements/amenities including gorgeous expanded kitchen, renovated bathrooms, plantation shutters, new windows, new roof, fresh exterior paint, fencing and more. The inviting foyer welcomes you to a living room

  Katie O'Grady Compass Connecticut, LLC

  215 Old Post Rd, Fairfield, CT 06824
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  /38

  $739,900

  • 4 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  42 Fairway Green, Fairfield, CT 06825

  Charming and Fresh-Painted Colonial with Modern Upgrades. This freshly painted colonial home boasts 4 spacious bedrooms, 3.5 baths, a brand-new HVAC system, and a wood-burning fireplace. With 2268 sq ft of living space plus a 520 sq ft finished basement, it includes a large deck, an office or in-law suite and a tall 2-car garage. Built in 1987 on a 0.24-acre lot, this home is in a

  David White OwnerEntry.com

  42 Fairway Green, Fairfield, CT 06825
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  /24

  $995,000

  • 4 Beds
  • 3.5 Baths
  • 3,362 Sq Ft

  200 Joan Dr, Fairfield, CT 06824

  Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly

  Kathleen Blackall William Raveis Real Estate

  200 Joan Dr, Fairfield, CT 06824
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  /38

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 2,267 Sq Ft

  1009 High St, Fairfield, CT 06824

  Nestled in the heart of Fairfield's sought after University Neighborhood, this timeless Colonial style home, built in 1977, unfolds across 2,267 sq/ft of thoughtfully arranged living space and features incredible storage areas (including a double car garage with loft!) Four well appointed bedrooms and two and a half baths offer a comfortable sanctuary for homeowners. The primary bedroom also

  Francis O'Driscoll Higgins Group Bedford Square

  1009 High St, Fairfield, CT 06824
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  /39

  $3,250,000

  • 6 Beds
  • 7.5 Baths
  • 14,110 Sq Ft

  21 Queens Grant Dr, Fairfield, CT 06824

  There are houses you tour, and then there are estates that capture your imagination. This extraordinary Greenfield Hill Colonial is the latter-a 9,700+ sq. ft. residence set on a pristine 2-acre corner lot in one of Fairfield's most prestigious neighborhoods. A paver-stone drive winds past manicured gardens to a grand two-story entry with a sweeping staircase, setting the tone for elegant living.

  Elizabeth Tritschler William Raveis Real Estate

  21 Queens Grant Dr, Fairfield, CT 06824
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  /20

  $624,900

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  261 High St, Fairfield, CT 06824

  Beautifully updated home ready for its new owners. Featuring a bright open concept floor plan. Gorgeous custom kitchen with shaker cabinets, center island with waterfall countertop and inlay lighting, and new SS appliance package. New paint and hardwood floors throughout. New hardware and LED lighting. Stunning modern tile bath on main level. Finished walk-out lower level adds 600sf of additional

  Basil Amso RE/MAX Right Choice

  261 High St, Fairfield, CT 06824
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  /39

  $1,949,000

  • 5 Beds
  • 4.5 Baths
  • 4,474 Sq Ft

  31 High Ridge Rd, Fairfield, CT 06825

  This new construction home is brought to you by reputable, local, HOBI award-winning builder DeLaurentis Developments. Architecturally designed & engineered w/ its beautiful lot & today's buyer in mind. This thoughtfully designed, open concept, flexible floor plan includes 5-6 bedrooms, 4.1 bathrooms, 2-car attached garage w/ wifi enabled doors & EV charging outlet, mudroom, dining room, living

  Jennifer DeLaurentis Compass Connecticut, LLC

  31 High Ridge Rd, Fairfield, CT 06825
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  /18

  $2,000,000

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft

  20 Ermine St, Fairfield, CT 06824

  Endless opportunities await at this property-whether a buyer envisions their ideal home, a buyer interested in constructing a multigenerational family residence, someone looking to renovate the current home or rebuild and take advantage of the surrounding land, or a builder looking for a new project, this is the perfect place for you, Three individual lots, totaling three secluded acres, are

  Harriet Stone William Pitt Sotheby's Int'l

  20 Ermine St, Fairfield, CT 06824
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  /19

  $546,000

  • 2 Beds
  • 1.5 Baths
  • 1,268 Sq Ft

  299 Marlborough Terrace, Fairfield, CT 06825

  Sun-Drenched Charmer! This move-in ready 2-bedroom home offers an open floor plan-with plenty of room to expand-and gleaming hardwood floors throughout. Enjoy the fully renovated kitchen featuring brand-new appliances, modern cabinetry, and ample storage space. Recent improvements include brand-new windows and storm doors, updated insulation, and energy-efficient mini-splits providing both

  Deborah Merlino William Raveis Real Estate

  299 Marlborough Terrace, Fairfield, CT 06825
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  /20

  $599,900

  • 3 Beds
  • 1 Bath
  • 1,282 Sq Ft

  143 Sawyer Rd, Fairfield, CT 06824

  Perfect for Fairfield starter or sizing down. Long time owner and very well cared for, requiring no immediate repairs. Great convenient location. Rear deck overlooks level private yard. Exterior maintenance free. Opportunity to customize your remodel and decor. Eat-in kitchen along-side formal dining room. Living room with wood burning fireplace. 3rd bedroom presently used as den.

  Joseph Almeida The Almeida Group

  143 Sawyer Rd, Fairfield, CT 06824
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  /35

  $799,000

  • 4 Beds
  • 3 Baths
  • 2,213 Sq Ft

  430 Nonopoge Rd, Fairfield, CT 06825

  Thoughtfully expanded Cape Cod home in the Lake Hills area, featuring a spacious main-level primary suite and 3 additional bedrooms. This meticulously maintained, sun-filled home offers a living room with a wood-burning fireplace, a dining room with French doors opening to the kitchen, and an expanded kitchen with a breakfast nook and island, plus a cozy den overlooking the back deck. The main

  Carrie Sakey Coldwell Banker Realty

  430 Nonopoge Rd, Fairfield, CT 06825
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  /38

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  5 Random Rd, Fairfield, CT 06825

  Introducing 5 Random Road! Nestled in the sought-after Stratfield section of Fairfield, CT, this very well-maintained split level home offers 2,166 square feet of finished living space with 4 spacious bedrooms, 2 full bathrooms, and a convenient half bath. With in-law potential and a flexible bonus room that could serve as a 5th bedroom, home office, or playroom, this home adapts easily to all

  Gaetano Marra BHGRE Gaetano Marra Homes

  5 Random Rd, Fairfield, CT 06825
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  /36

  $3,950,000

  • 5 Beds
  • 4 Baths
  • 4,060 Sq Ft

  353 Old Dam Rd, Fairfield, CT 06824

  Extraordinary waterfront sanctuary offering unmatched privacy and expansive 1.5 acre property in Pine Creek Beach neighborhood. Net Zero, architecturally award-winning home stunningly designed with materials selected for visual appeal, efficiency, longevity. The striking open floorplan flows seamlessly from kitchen to living room and dining area, walls of floor to ceiling windows offer

  Katie O'Grady Compass Connecticut, LLC

  353 Old Dam Rd, Fairfield, CT 06824
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  /40

  $1,317,000

  • 3 Beds
  • 3.5 Baths
  • 2,849 Sq Ft

  1137 Stillson Rd, Fairfield, CT 06824

  A quintessential New England Ranch set behind stone walls and a rounded driveway, this home welcomes you with timeless style and impressive scale. Step inside and be wowed by the spacious, thoughtful layout, bathed in natural light. A chef's kitchen is the heart of the home, with an expansive granite island, Sub-Zero and Viking appliances, and custom cabinetry-perfect for cooking and gathering.

  Dominika Wojciechowski Houlihan Lawrence

  1137 Stillson Rd, Fairfield, CT 06824
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  /20

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  2180 Cross Hwy, Fairfield, CT 06824

  Discover the ease of one-level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler system. This home offers a fantastic opportunity to bring your vision to life, ready for your cosmetic updates and improvements. Many expansion possibilities. Surrounded by mature plantings that provide natural

  Meredith Cohen Serhant Connecticut, LLC

  2180 Cross Hwy, Fairfield, CT 06824
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  /40

  $2,249,000

  • 5 Beds
  • 3.5 Baths
  • 4,343 Sq Ft

  545 Shrub Oak Ln, Fairfield, CT 06824

  Welcome to 545 Shrub Oak Lane, an expanded Colonial on 2 private acres in Greenfield Hill. This home sits on a beautifully flat front yard that enhances its curb appeal. Fully renovated in 2012, the family room and oversized kitchen is the heart of the home. The custom designed kitchen has an 10 foot mahogany island with granite countertops, walk-in panty, and mahogany wood framed glass doors

  Christine Howard William Raveis Real Estate

  545 Shrub Oak Ln, Fairfield, CT 06824
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  /27

  $520,000

  • 4 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  301 Weeping Willow Ln, Fairfield, CT 06825

  Welcome to 301 Weeping Willow, a rare opportunity in a prime Fairfield location tucked away on a peaceful cul-de-sac. Whether you're an investor searching for a high-demand Sacred Heart University rental, a flipper ready for your next project, or a buyer looking to create your dream home, this property is filled with potential. This 4-bedroom, 2.5-bath home offers 1,300 square feet of finished

  Matthew Hyde William Raveis Real Estate

  301 Weeping Willow Ln, Fairfield, CT 06825
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  /40

  $2,349,000

  • 4 Beds
  • 3 Baths
  • 3,157 Sq Ft

  260 Birch Rd, Fairfield, CT 06824

  Experience Coastal Luxury in this Brand New Custom Colonial just steps away from the soothing sands & sea breeze of Penfield Beach, featuring a brand-new pavilion for the ultimate Gold Coast lifestyle! Perfectly situated on one of Fairfield's most coveted streets, this FEMA-compliant custom home offers 4 Bedrooms, 3 Full bathrooms & over 3,000 square feet of thoughtfully designed living space

  Melissa Montagno Higgins Group Real Estate

  260 Birch Rd, Fairfield, CT 06824
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  /40

  $4,250,000

  • 6 Beds
  • 8.5 Baths
  • 6,897 Sq Ft

  1084 Sturges Hwy, Westport, CT 06880

  Luxury Living on the Fairfield/Westport Border Set in the heart of Greenfield Hill, this exceptional 6-bedroom, 8-bath estate offers a rare combination of privacy, elegance, and resort-style amenities-just minutes from the Post Road and 50 miles from NYC. Thoughtfully positioned on the Fairfield/Westport line, the residence features expansive, sun-filled interiors ideal for everyday living and

  Andrew Whiteley Brown Harris Stevens

  1084 Sturges Hwy, Westport, CT 06880
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  /10

  $1,000,000

  • 4 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  647 Bronson Rd, Southport, CT 06890

  First Time on the Market - A Southport Treasure with Endless Possibilities For the first time since 1912, this cherished Southport residence is being offered for sale. Passed down through generations, this classic colonial has been a cornerstone of one family's legacy for over a century - and now it's ready for its next chapter. Set on nearly a half-acre in the heart of Southport, this property

  Vienna DiPiave William Pitt Sotheby's Int'l

  647 Bronson Rd, Southport, CT 06890
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  /39

  $520,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  155 Moody Ave, Fairfield, CT 06825

  WELCOME HOME! Step inside and feel the warmth of family life in the eat-in kitchen, where meals and laughter come together. Curl up by the crackling fireplace, soak in sunlight in the cozy den, or gather in the spacious dining room. Escape to the serene storybook garden-breathe deeply, feel the sun, and let the calm envelop you. Sunlit rooms, spacious bedrooms, and a walk-up attic await. The

  Joy Serafin-Cehovsky Higgins Group Real Estate

  155 Moody Ave, Fairfield, CT 06825
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  /21

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  67 Campfield Dr, Fairfield, CT 06825

  Recently updated Spacious half-duplex in the heart of Fairfield where you'll enjoy the privacy and feel of single-family living. It has 3 bedrooms and 1.5 baths, with open floor plan concept on first floor. ideal for comfortable living. Recent updates include a new roof, fresh paint inside and out, and remodeled 1/2 bathroom. Central air ensures comfort during hot summer nights, while the cozy

  Aziz Seyal William Raveis Real Estate

  67 Campfield Dr, Fairfield, CT 06825
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  /37

  $3,399,000

  • 5 Beds
  • 5 Baths
  • 3,961 Sq Ft

  318 320 Pine Creek Ave, Fairfield, CT 06824

  Welcome to a truly exceptional opportunity-a direct waterfront compound offering expansive views of Long Island Sound, a dock, &endless showstopping sunsets. This remarkable property features 2 residences: a fully renovated, FEMA-compliant main house AND a charming, income-generating guest cottage.The Main Residence (320)is a modern coastal retreat offering 3,129 sq ft of sun-drenched living

  Deirdre Andreoli Compass Connecticut, LLC

  318 320 Pine Creek Ave, Fairfield, CT 06824
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  /40

  $12,000,000

  • 7 Beds
  • 6.5 Baths
  • 8,119 Sq Ft

  260 Willow St, Southport, CT 06890

  Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every

  Elizabeth Tritschler William Raveis Real Estate

  260 Willow St, Southport, CT 06890
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  /38

  $1,029,900

  • 3 Beds
  • 3 Baths
  • 3,208 Sq Ft

  3657 Park Ave, Fairfield, CT 06825

  Back on the market as of August 22,2025.This Ranch has over $720,000 spent transforming the interior & exterior with feature like an In-Ground pool with slide, 1,513 square feet of finished lower level possibility for an In-Law & 1,190 square foot garage including a hydraulics lift housing 4 cars and only 3 steps from the garage into the Kitchen. All the schools are close with North Stratfield

  Paul Ferreira RE/MAX Right Choice

  3657 Park Ave, Fairfield, CT 06825
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  /34

  $2,599,000

  • 4 Beds
  • 4.5 Baths
  • 3,985 Sq Ft

  35 Millard St, Fairfield, CT 06824

  A Rare Opportunity in the Beach Area- Set on an oversized .42-acre lot at the end of a quiet cul-de-sac, this custom-built home offers a rare combination of space, quality, and location. Uniquely positioned with a deep front setback and an expansive backyard-this property stands apart from typical neighborhood lots. Ample room for a pool and more! Thoughtfully designed for both comfort and

  Wendy Ryan Brown Harris Stevens

  35 Millard St, Fairfield, CT 06824
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  /40

  $15,000,000

  • 7 Beds
  • 10 Baths
  • 9,129 Sq Ft

  4800 Congress St, Fairfield, CT 06824

  Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the

  Leslie Razook William Pitt Sotheby's Int'l

  4800 Congress St, Fairfield, CT 06824
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  /40

  $3,300,000

  • 5 Beds
  • 8 Baths
  • 6,414 Sq Ft

  750 Burr St, Fairfield, CT 06824

  Lions Gate: No need to move to the south of France as this extraordinary residence is right here in coveted Fairfield. Enter through grand gates into a world of privacy where character, convenience, security & serenity magically meet. Magazine-worthy grounds are the soul of the estate-lush, expansive, & exquisitely curated. With a shimmering pool, spectacular California Redwood Pool House with

  Julie Vanderblue Higgins Group Real Estate

  750 Burr St, Fairfield, CT 06824
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  /40

  $5,500,000

  • 5 Beds
  • 7 Baths
  • 5,198 Sq Ft

  1410 S Pine Creek Rd, Fairfield, CT 06824

  Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases

  Melissa Montagno Higgins Group Real Estate

  1410 S Pine Creek Rd, Fairfield, CT 06824
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  /37

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,232 Sq Ft

  3743 Park Ave, Fairfield, CT 06825

  Completely renovated in 2020, this stunning home offers 3 bedrooms and 2.5 bathrooms, blending modern updates with classic charm. Upon entering, you're welcomed by a warm and inviting atmosphere that flows throughout the home. The sun-drenched living room is perfect for entertaining and flows seamlessly into the dining area, complete with a cozy fireplace. The chef's kitchen features granite

  James Millington William Raveis Real Estate

  3743 Park Ave, Fairfield, CT 06825
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  /26

  $705,000

  • 3 Beds
  • 2 Baths
  • 2,105 Sq Ft

  3481 Park Ave, Fairfield, CT 06825

  When only new will do! This home shows like a brand-new home inside and outside so there is nothing to do but turn the key! This will allow you to move right in and enjoy! You'll find great natural lighting with an open floor plan which include skylights and gorgeous hardwood floors on all three levels. Open kitchen concept, living room with fireplace and built-ins galore! This exquisite home

  Matthew Palumbo William Raveis Real Estate

  3481 Park Ave, Fairfield, CT 06825
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  /38

  $2,199,999

  • 6 Beds
  • 5.5 Baths
  • 5,256 Sq Ft

  59 Thornhill Rd, Fairfield, CT 06824

  Located on one of the most coveted cul-de-sacs in Fairfield's University area, this Newly Built Colonial offers a perfect blend of classic charm & modern luxury. A welcoming stone-trimmed front porch sets the stage for quiet mornings with coffee, while inside, 5-7 bedrooms and 5.5 bathrooms provide ample space for comfortable living and entertaining. The gorgeous open-concept Kitchen with eating

  Julie Vanderblue Higgins Group Real Estate

  59 Thornhill Rd, Fairfield, CT 06824
• 

  

  /21

  $699,000

  • 3 Beds
  • 3 Baths
  • 1,586 Sq Ft

  11 Twin Brooks Ln, Fairfield, CT 06824

  Opportunity Knocks for this perfect opportunity for renovation or expansion in prime Location! Nestled on a quiet lower Greenfield Hill cul-de-sac with a peaceful yard, this solidly built home is being sold as-is, where-is with no representation of electric, plumbing, or mechanical systems. TOWN VARIANCE IS IN PLACE FOR EXPANSION and for adding a second story, providing incredible potential to

  Michael Traum RE/MAX Heritage

  11 Twin Brooks Ln, Fairfield, CT 06824
• 

  

  /20

  $699,000

  • 3 Beds
  • 1.5 Baths
  • 1,766 Sq Ft

  1248 Valley Rd, Fairfield, CT 06825

  Welcome to 1248 Valley Road! Nestled in a highly sought-after neighborhood known for its charming, mature tree-lined streets and close proximity to Lincoln Park, this enchanting vintage English Colonial offers timeless character and modern comforts. From the moment you step into the welcoming foyer, you'll feel the warmth and charm of this magical jewel box of a home. The spacious living room

  Kathleen Blackall William Raveis Real Estate

  1248 Valley Rd, Fairfield, CT 06825
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  /37

  $3,100,000

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  450 Penfield Rd, Fairfield, CT 06824

  New Construction in coveted BEACH AREA! This 4,000 sqft custom Colonial blends coastal charm with modern luxury-just a short walk to Penfield Beach, Fairfield Beach Club, vibrant downtown, the train, and top-rated schools. With 5-6 bedrooms, 4.5 baths, and 3 finished levels, this elevator-ready home offers exceptional design, flow, and comfort. The open concept kitchen is both functional and

  Julie Vanderblue Higgins Group Real Estate

  450 Penfield Rd, Fairfield, CT 06824
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  /40

  $2,799,000

  • 5 Beds
  • 6.5 Baths
  • 7,269 Sq Ft

  342 Midlock Rd, Fairfield, CT 06824

  Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step

  Ken Osborn Higgins Group Bedford Square

  342 Midlock Rd, Fairfield, CT 06824
• 

  

  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824

Showing Results 41 - 80, Page 2 of 3